a-line skirt

A-Line
Universally flattering—the quintessential weekend skirt, especially in casual fabrics like denim and corduroy.

What type of shoes it works with: Menswear flat, wedge, flat boot, and stack-heel boot.

From left to right: Menswear flat, AGL, $370, agl.it for stores. Wedge, J.Crew, $275, jcrew.com. Flat boot, Carlos Santana for QVC, $129, qvc.com. Stack-heel boot, Banana Republic, $225, bananarepublic.com. Skirt, J.Jill, $249, jjill.com.
mini skirt

Mini
Balance a mini's sexiness with flats or chunky wedges and tights. The no-no's: pumps, stilettos, and those boots Julia Roberts wore in Pretty Woman.

What type of shoes it works with: Menswear flat, pointy flat, wedge, and flat boot.

Clockwise starting from top: From left to right: Menswear flat, AGL, $370, agl.it for stores. Pointy flat, Via Spiga, $185, Lord & Taylor, 800-223-7440. Wedge, J.Crew, $275, jcrew.com, Flat boot, Carlos Santana for QVC, $129, qvc.com. Skirt, Marc by Marc Jacobs, $289, Nordstrom, 800-695-8000.
trumpet skirt

Trumpet
This superfeminine style needs equally pretty shoes: heels, always. Straps, if they're not too cha-cha. Flats, wedges, boots? Never.

What type of shoes it works with: Kitten heel and t-strap heel.

From left to right: Kitten heel, Kate Spade New York, $328, katespade.com. T-strap heel, Tory Burch, $425, toryburch.com. Skirt, Forever 21, $23, forever21.com.
pencil skirt

Pencil
Adam's favorite style, and for good reason: It's chic and flatters most body types. It's also a workplace staple, along with a crisp button-down.

What type of shoes it works with: Pointy flat, kitten heel, and t-strap heel.

From left to right: Pointy flat, Via Spiga, $185, Lord & Taylor, 800-223-7440. Kitten heel, Kate Spade New York, $328, katespade.com. T-strap heel, Tory Burch, $425, toryburch.com. Skirt, Jones New York Collection, $99, jny.com.

Midi
A tricky style, but it can look incredibly fashion-forward when worn correctly. Invest in a tailor to hem it to just the right length.

What type of shoes it works with: Menswear flat, pointy flat, kitten heel, t-strap heel, and bootie.

From left to right: Menswear flat, AGL, $370, agl.it for stores. Pointy flat, Via Spiga, $185, Lord & Taylor, 800-223-7440. Kitten heel, Kate Spade New York, $328, katespade.com. T-strap heel, Tory Burch, $425, toryburch.com. Bootie, BCBGeneration, $118, bcbg.com for stores. Skirt, Robert Rodriguez Collection, $465, neimanmarcus.com

Maxi
Long skirts are gorgeous in fabrics that have some movement, like jersey or silk crepe. Add a sparkly top to make it instantly evening-worthy.

What type of shoes it works with: Menswear flat, bootie, and wedge.

From left to right: Menswear flat, AGL, $370, agl.it for stores. Bootie, BCBGeneration, $118, bcbg.com for stores. Wedge, J.Crew, $275, jcrew.com. Skirt, Burning Torch, $340, burningtorchinc.com.

Full
Skirts with volume hide trouble spots while making your waist look smaller. What's not to love?

What type of shoes it works with: Pointy flat, kitten heel, t-strap heel, flat boot, and stack-heel boot.

From left to right: Pointy flat, Via Spiga, $185, Lord & Taylor, 800-223-7440. Kitten heel, Kate Spade New York, $328, katespade.com. T-strap heel, Tory Burch, $425, toryburch.com. Flat boot, Carlos Santana for QVC, $129, qvc.com. Stack-heel boot, Banana Republic, $225, bananarepublic.com. Skirt, Boden, $98, bodenusa.com.
pleated skirt

Pleated
This season's versions—featuring floaty fabrics, bold colors, and unexpected prints—are grown-up, not schoolgirl.

What type of shoes it works with: Kitten heel, t-strap heel, and bootie.

From left to right: Kitten heel, Kate Spade New York, $328, katespade.com. T-strap heel, Tory Burch, $425, toryburch.com. Bootie, BCBGeneration, $118, bcbg.com for stores. Skirt, Worthington, $25, jcp.com.

Next: How to wear the latest skirts (no matter your body type!)